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Merck
CN
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文件

200275

Sigma-Aldrich

小檗碱 CRM 氯化物形式

A highly potent and selective oxysterol EBI2 (GPR183) agonist (Kd) = 450 pM in a saturation binding assay, and EC₅₀ = 140 pM over EC₅₀ = 2.1 nM for its enantiomer, 7β,25-OHC, in a GTP-γS binding assay).

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别名:
黄连素
经验公式（希尔记法）:
C20H18ClNO4
CAS号:
633-65-8
分子量:
371.81
颜色索引号:
75160
Beilstein:
3836585
MDL编号:
MFCD00011939
UNSPSC代码:
12352200

质量水平

100

检测方案

≥95% (NMR if no UV signal, HPLC)

形式

powder

制造商/商品名称

Calbiochem®

储存条件

OK to freeze
protect from light

颜色

yellow

溶解性

water: 1 mg/mL
DMSO: 10 mg/mL

运输

ambient

储存温度

2-8°C

SMILES字符串

COC1=C(C=[N+](CCC2=C3C=C4C(OCO4)=C2)C3=C5)C5=CC=C1OC.[Cl-]

InChI

1S/C20H18NO4.ClH/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2;/h3-4,7-10H,5-6,11H2,1-2H3;1H/q+1;/p-1

InChI key

VKJGBAJNNALVAV-UHFFFAOYSA-M

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一般描述

A highly potent and selective oxysterol EBI2 (GPR183) agonist (Kd) = 450 pM in a saturation binding assay, and EC50 = 140 pM over EC50 = 2.1 nM for its enantiomer, 7β,25-OHC, in a GTP-γS binding assay). Dose-dependently suppresses forskolin-induced cAMP accumulation in an EBI2-expressing SK-N-MC/CRE-β-galactosidase cell line (IC50 = 2 nM), but not in control cells. Stimulates migration of LPS-activated spleen B-cells and anti-CD3/CD28-activated CD4+ T-cells in a dose-dependent manner. In addition, pharmacological inhibition of its biosynthesis in vivo by Clotrimazole, a CYP7B1inhibitor, promotes the migration of adoptively transferred pre-activated B cells to the T/B boundary, mimicking the phenotype of pre-activated B cells in EBI2-deficient mice.

应用

肥大细胞中肝素的荧光染色

生化/生理作用

一种抗生素特性较弱的生物碱。MDR外排泵的底物。小檗碱的抗微生物活性可通过MDR抑制剂5'-甲氧基氢化物（5'-MHC）加强。小檗碱可上调肝癌细胞中Pgp的表达。用小檗碱进行治疗可能会减少化学治疗药物的积累。

包装

Packaged under inert gas

警告

Toxicity: Standard Handling (A)

其他说明

Kinm. B., et al. 2011, Brit. Journ. Pharm.164, 106.
Kong, W., et al. 2004, Nature Med.10, 1344.
Dimlich, R. et al. 1980, Stain Technol.55, 217.

法律信息

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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